Senior Deal Desk Analyst (SaaS)

TL;DR

Senior Deal Desk Analyst (SaaS): Leading the centralized deal desk function to optimize pricing, packaging, and deal structuring for a fast-scaling enterprise software company with an accent on margin analysis, revenue recognition, and cross-functional collaboration. Focus on evolving quoting systems, driving renewal and expansion strategies, and leveraging AI tools to streamline complex commercial arrangements.

Location: Hybrid (Toronto, Canada)

Compensation: $120,000–$150,000 CAD

Company

hirify.global is an agentic data trust platform provider that helps organizations ensure data accuracy, accessibility, and reliability through AI-powered quality and governance solutions.

What you will do

• Serve as the primary point of contact for Sales and Customer Success regarding deal structure, pricing, and packaging.
• Advise on term lengths and discounting while ensuring accurate margin and cost analysis.
• Manage non-standard pricing requests and route exceptions through established approval guardrails.
• Partner with Finance and Accounting to ensure clean revenue recognition and risk mitigation.
• Improve quoting systems and contract generation workflows to reduce manual, spreadsheet-driven processes.
• Surface insights on discounting trends, deal velocity, and economics to inform broader pricing strategies.

Requirements

• 5+ years of experience in deal desk operations or quoting strategy within a B2B SaaS or enterprise software environment.
• Strong command of SaaS deal structuring, discounting strategies, and margin analysis.
• Hands-on experience with CRM and CPQ tooling, specifically DealHub.
• Analytical proficiency in modeling deal economics, renewal scenarios, and co-terming.
• Ability to communicate complex deal structures clearly to diverse stakeholders including Sales, Finance, and Legal.

Nice to have

• Familiarity with ASC 606 revenue recognition standards.
• Experience with ARR, NRR, and GRR retention concepts.

Culture & Benefits

• Flexible Time Off (FTO) policy in addition to paid vacation.
• Comprehensive health, vision, and dental benefits.
• Long-Term Incentive Program and equity grant.
• RRSP plan and annual mental health support package.
• Access to Udemy for professional development and skill honing.
• Hybrid work setup with a focus on team collaboration and work-life balance.